DE2019431C2 - Verfahren zur Reinigung von Caprolactam - Google Patents
Verfahren zur Reinigung von CaprolactamInfo
- Publication number
- DE2019431C2 DE2019431C2 DE2019431A DE2019431A DE2019431C2 DE 2019431 C2 DE2019431 C2 DE 2019431C2 DE 2019431 A DE2019431 A DE 2019431A DE 2019431 A DE2019431 A DE 2019431A DE 2019431 C2 DE2019431 C2 DE 2019431C2
- Authority
- DE
- Germany
- Prior art keywords
- lactam
- phase
- caprolactam
- parts
- extraction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title claims description 39
- 238000000034 method Methods 0.000 title claims description 18
- 150000003951 lactams Chemical class 0.000 claims description 38
- 229930195733 hydrocarbon Natural products 0.000 claims description 18
- 150000002430 hydrocarbons Chemical class 0.000 claims description 17
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 238000000605 extraction Methods 0.000 claims description 8
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 7
- 230000003197 catalytic effect Effects 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- 238000000746 purification Methods 0.000 claims description 7
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 4
- LSRPARCOXAUYNP-UHFFFAOYSA-N cyclohexylidene(oxido)oxidanium Chemical compound [O-][O+]=C1CCCCC1 LSRPARCOXAUYNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000003860 storage Methods 0.000 claims description 4
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 claims description 3
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 3
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 claims description 3
- 238000005292 vacuum distillation Methods 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000012071 phase Substances 0.000 description 21
- 239000006227 byproduct Substances 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 6
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 239000013078 crystal Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000012535 impurity Substances 0.000 description 4
- 230000008707 rearrangement Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000012452 mother liquor Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- -1 ω-aminocaproic acid nitrile Chemical class 0.000 description 3
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- FLTJDUOFAQWHDF-UHFFFAOYSA-N trimethyl pentane Natural products CCCCC(C)(C)C FLTJDUOFAQWHDF-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UXQAEOWCSOPBLF-UHFFFAOYSA-N 2,2,3,3-tetramethyloctane Chemical compound CCCCCC(C)(C)C(C)(C)C UXQAEOWCSOPBLF-UHFFFAOYSA-N 0.000 description 1
- GXDHCNNESPLIKD-UHFFFAOYSA-N 2-methylhexane Natural products CCCCC(C)C GXDHCNNESPLIKD-UHFFFAOYSA-N 0.000 description 1
- AEXMKKGTQYQZCS-UHFFFAOYSA-N 3,3-dimethylpentane Chemical compound CCC(C)(C)CC AEXMKKGTQYQZCS-UHFFFAOYSA-N 0.000 description 1
- ZBDDVSBBCGZQDV-UHFFFAOYSA-N 3-ethyldecane Chemical compound CCCCCCCC(CC)CC ZBDDVSBBCGZQDV-UHFFFAOYSA-N 0.000 description 1
- 238000006237 Beckmann rearrangement reaction Methods 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 238000006085 Schmidt reaction Methods 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000005915 ammonolysis reaction Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/16—Separation or purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2019431A DE2019431C2 (de) | 1970-04-22 | 1970-04-22 | Verfahren zur Reinigung von Caprolactam |
| CH427271A CH553784A (de) | 1970-04-22 | 1971-03-24 | Verfahren zur reinigung von caprolactam. |
| NL7104914A NL7104914A (enExample) | 1970-04-22 | 1971-04-13 | |
| US00134310A US3755305A (en) | 1970-04-22 | 1971-04-15 | Process for the purification of caprolactam |
| CA110660A CA921481A (en) | 1970-04-22 | 1971-04-19 | Process for the purification of caprolactam |
| ES390416A ES390416A1 (es) | 1970-04-22 | 1971-04-21 | Procedimiento para la purificacion de epsilon-caprolactama. |
| GB00347/71A GB1294614A (en) | 1970-04-22 | 1971-04-21 | A process for the purification of caprolactam |
| FR7114411A FR2086263B1 (enExample) | 1970-04-22 | 1971-04-22 | |
| BE766138A BE766138A (fr) | 1970-04-22 | 1971-04-22 | Procede de purification de caprolactame |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2019431A DE2019431C2 (de) | 1970-04-22 | 1970-04-22 | Verfahren zur Reinigung von Caprolactam |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2019431A1 DE2019431A1 (de) | 1971-11-04 |
| DE2019431C2 true DE2019431C2 (de) | 1981-10-15 |
Family
ID=5768844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2019431A Expired DE2019431C2 (de) | 1970-04-22 | 1970-04-22 | Verfahren zur Reinigung von Caprolactam |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3755305A (enExample) |
| BE (1) | BE766138A (enExample) |
| CA (1) | CA921481A (enExample) |
| CH (1) | CH553784A (enExample) |
| DE (1) | DE2019431C2 (enExample) |
| ES (1) | ES390416A1 (enExample) |
| FR (1) | FR2086263B1 (enExample) |
| GB (1) | GB1294614A (enExample) |
| NL (1) | NL7104914A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2641454A1 (de) * | 1976-09-15 | 1978-03-23 | Bayer Ag | Verfahren zur reinigung von epsilon-caprolactam |
| DE2926279A1 (de) * | 1979-06-29 | 1981-01-08 | Basf Ag | Verfahren zur reinigung von caprolactam |
| TW215084B (en) * | 1992-04-17 | 1993-10-21 | Sumitomo Chemical Co | Process for producing a high purity caprolactam |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2692878A (en) * | 1954-10-26 | Method forithe continuous produc- | ||
| US2758991A (en) * | 1956-08-14 | Hvvevvtofry | ||
| US2221369A (en) * | 1940-11-12 | Process foe producing lactams | ||
| US2861988A (en) * | 1958-11-25 | Caprolactam manufacture | ||
| CH450433A (de) * | 1965-06-15 | 1968-01-31 | Inventa Ag | Verfahren zur Reinigung von Lactamen |
| GB1198428A (en) * | 1967-07-18 | 1970-07-15 | Bp Chem Int Ltd | Solvent Extraction Process for Caprolactam |
-
1970
- 1970-04-22 DE DE2019431A patent/DE2019431C2/de not_active Expired
-
1971
- 1971-03-24 CH CH427271A patent/CH553784A/xx not_active IP Right Cessation
- 1971-04-13 NL NL7104914A patent/NL7104914A/xx not_active Application Discontinuation
- 1971-04-15 US US00134310A patent/US3755305A/en not_active Expired - Lifetime
- 1971-04-19 CA CA110660A patent/CA921481A/en not_active Expired
- 1971-04-21 GB GB00347/71A patent/GB1294614A/en not_active Expired
- 1971-04-21 ES ES390416A patent/ES390416A1/es not_active Expired
- 1971-04-22 FR FR7114411A patent/FR2086263B1/fr not_active Expired
- 1971-04-22 BE BE766138A patent/BE766138A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FR2086263A1 (enExample) | 1971-12-31 |
| US3755305A (en) | 1973-08-28 |
| BE766138A (fr) | 1971-09-16 |
| CH553784A (de) | 1974-09-13 |
| GB1294614A (en) | 1972-11-01 |
| ES390416A1 (es) | 1973-06-01 |
| NL7104914A (enExample) | 1971-10-26 |
| DE2019431A1 (de) | 1971-11-04 |
| FR2086263B1 (enExample) | 1975-07-04 |
| CA921481A (en) | 1973-02-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |